RU2019112871A - NEW MESOIONIC INSECTICIDE COMPOUND - Google Patents

Claims (129)

1. The compound described by the formula (1), or a salt thereof: [Formula 1]

Where R ¹ means R ^a , or a C1 alkyl group, where the C1 alkyl group is substituted with one or more R ^a ; R ² means a phenyl group which is substituted with 1 to 3 R ^b ; R ³ means R ^a ; A C1-C6 alkyl group; Where A C1-C6 alkyl group is substituted with one or more R ^a , and / or a C3-C6 cycloalkyl group that is substituted with one or more R ^a , and / or a C1-C6 alkyloxy group that is substituted with one or more R ^a , and / or a C3-C6 cycloalkyloxy group which is substituted by one or more R ^a and / or a C1-C6 alkylthio group which is substituted by one or more R ^a and / or a C1-C6 alkylsulfoxy group which is substituted by one or more R ^a , and / or a C1-C6 alkylsulfonyl group which is substituted by one or more R ^a and / or an amino group (where the amino group contains 2 substituents independently selected from the group consisting of a hydrogen atom, a C1-C4 alkyl group and a C2 acyl group, where A C1-C4 alkyl group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group which is substituted by one or more R ^a and / or a C1-C3 alkylthio group which is substituted with one or more R ^a and / or A C1-C3 alkylsulfoxy group which is substituted with one or more R ^a and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a , and A C2 acyl group is substituted with one or more R ^a ), and / or an ester group that is substituted with a C1-C4 alkyl group (-C (= O) O-C1-C4 alkyl), (where A C1-C4 alkyl group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group which is substituted by one or more R ^a and / or a C1-C3 alkylthio group which is substituted with one or more R ^a and / or A C1-C3 alkylsulfoxy group which is substituted by one or more R ^a and / or a C1-C3 alkylsulfonyl group which is substituted by one or more R ^a ) and / or a phenyl group which is substituted by one or more R ^b and / or a heterocyclic group that is substituted with one or more R ^b , where the heterocyclic group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom; A C2-C6 alkenyl group wherein a C2-C6 alkenyl group is substituted with one or more R ^a ; A C2-C6 alkynyl group wherein a C2-C6 alkynyl group is substituted with one or more R ^a ; A C3-C10 cycloalkyl group wherein a C3-C10 cycloalkyl group is substituted with one or more R ^a , and / or a C1-C6 alkyl group that is substituted with one or more R ^a and / or a C1-C3 alkyloxy group that is substituted with one or a large number of R ^a, and / or C1-C3 alkylthio group which is substituted by one or more R ^a, and / or C1-C3 alkilsulfoksigruppu which is substituted by one or more R ^a, and / or C1-C3 alkylsulfonyl group which is substituted one or more R ^a ; a phenyl group which is substituted with one or more R ^b ; or a heterocyclic group that is substituted with one or more R ^b , where the heterocyclic group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom; R ⁴ means R ^a ; C1-C6 alkyl group, where A C1-C6 alkyl group is substituted with one or more R ^a , and / or a C3-C6 cycloalkyl group that is substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a , and / or a C3-C6 cycloalkyloxy group which is substituted with one or more R ^a and / or a C1-C3 alkylthio group which is substituted with one or more R ^a and / or a C1-C3 alkylsulfoxy group which is substituted with one or more R ^a , and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a ; A C2-C6 alkenyl group wherein a C2-C6 alkenyl group is substituted with one or more R ^a ; A C2-C6 alkynyl group wherein a C2-C6 alkynyl group is substituted with one or more R ^a ; A C1-C6 alkyloxy group, where a C1-C6 alkyloxy group is substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a , and / or a C1-C3 alkylthio group that is substituted with one or more R ^a , and / or a C1-C3 alkylsulfoxy group which is substituted with one or more R ^a , and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a ; amino group, where the amino group contains 2 substituents independently selected from the group consisting of a hydrogen atom, a C1-C4 alkyl group and a C2-C6 acyl group, where A C1-C4 alkyl group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group which is substituted by one or more R ^a and / or a C1-C3 alkylthio group which is substituted with one or more R ^a and / or A C1-C3 alkylsulfoxy group which is substituted with one or more R ^a and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a , and A C2-C6 acyl group is substituted with one or more R ^a ; A C1 -C4 alkylthio group; A C1 -C4 alkylsulfoxy group; or a C1-C4 alkylsulfonyl group, where A C1-C4 alkylthio group, a C1-C4 alkylsulfoxy group and a C1-C4 alkylsulfonyl group are substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a , and / or a C1-C3 alkylthio group that is substituted one or more of R ^a, and / or C1-C3 alkilsulfoksigruppu which is substituted by one or more R ^a, and / or C1-C3 alkylsulfonyl group which is substituted by one or more R ^a; R ⁵ means a C1-C4 alkylene group which is substituted by one or more R ^a , a C2-C4 alkenylene group which is substituted by one or more R ^a , or a C2-C4 alkynylene group which is substituted by one or more R ^a ; X stands for direct bond, O, S (O) _0-2 , NR ^c , N (R ^c ) -C (= O), N ⁺ (R ^c ) ₂ , OC (= O), or OC (= O) O; each R ^{a is} independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a nitro group, an SCN group, and a hydroxy group; each R ^{b is} independently selected from the group consisting of R ^a ; a pentafluorosulfanyl group; C1-C6 alkyl group, where A C1-C6 alkyl group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a and / or a C1-C3 alkylthio group that is substituted with one or more R ^a and / or C1-C3 alkilsulfoksigruppu which is substituted by one or more R ^a, and / or C1-C3 alkylsulfonyl group which is substituted by one or more R ^a; A C2-C3 alkenyl group wherein a C2-C3 alkenyl group is substituted with one or more R ^a ; A C2-C3 alkynyl group wherein a C2-C3 alkynyl group is substituted with one or more R ^a ; A C1-C6 alkyloxy group, where a C1-C6 alkyloxy group is substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a , and / or a C1-C3 alkylthio group that is substituted with one or more R ^a , and / or a C1-C3 alkylsulfoxy group which is substituted with one or more R ^a , and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a ; amino group, where the amino group contains 2 substituents independently selected from the group consisting of a hydrogen atom, a C1-C4 alkyl group and a C2 acyl group, where A C1-C4 alkyl group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group which is substituted by one or more R ^a and / or a C1-C3 alkylthio group which is substituted with one or more R ^a and / or A C1-C3 alkylsulfoxy group which is substituted with one or more R ^a and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a , and A C2 acyl group is substituted with one or more R ^a ; A C1 -C4 alkylthio group; A C1 -C4 alkylsulfoxy group; and a C1-C4 alkylsulfonyl group, where A C1-C4 alkylthio group, a C1-C4 alkylsulfoxy group and a C1-C4 alkylsulfonyl group are substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a , and / or a C1-C3 alkylthio group that is substituted one or more of R ^a, and / or C1-C3 alkilsulfoksigruppu which is substituted by one or more R ^a, and / or C1-C3 alkylsulfonyl group which is substituted by one or more R ^a; a phenyl group which is substituted with one or more R ^a ; and a heterocyclic group which is substituted with one or more R ^a ; and each R ^{c is} independently selected from the group consisting of R ^a ; A C1-C4 alkyl group; A C2-C3 alkenyl group; A C2-C3 alkynyl group; A C3-C6 cycloalkyl group; A C1-C6 alkyloxy group; A C1 -C4 alkylthio group; A C1 -C4 alkylsulfoxy group; A C1-C4 alkylsulfonyl group; a phenyl group; heterocyclic group, where the heterocyclic group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, where C1-C4 alkyl group, C2-C3 alkenyl group, C2-C3 alkynyl group, C3-C6 cycloalkyl group, C1-C6 alkyloxy group, C1-C4 alkylthio group, C1-C4 alkylsulfoxy group, C1-C4 alkylsulfonyl group, phenyl group and heterocyclic substituted by one or more R ^a and / or a C1-C3 alkyloxy group which is substituted by one or more R ^a and / or a C1-C3 alkylthio group which is substituted by one or more R ^a and / or a C1-C3 alkylsulfoxy group which is substituted by one or more R ^a , and / or a C1-C3 alkylsulfonyl group which is substituted by one or more R ^a ; A C2-C3 alkenyl group; A C2-C3 alkynyl group; and a C2 acyl group, where A C2-C3 alkenyl group, a C2-C3 alkynyl group, and a C2 acyl group are substituted with one or more R ^a . 2. The compound or its salt according to claim 1, where R ¹ means a hydrogen atom or a methyl group substituting at position 8; R ² means a phenyl group which is substituted with 1 to 3 R ^b ; R ³ means R ^a ; A C1-C6 alkyl group; Where A C1-C6 alkyl group is substituted with one or more R ^a , and / or a C3-C6 cycloalkyl group that is substituted with one or more R ^a , and / or a C1-C6 alkyloxy group that is substituted with one or more R ^a , and / or a C3-C6 cycloalkyloxy group which is substituted by one or more R ^a and / or a C1-C6 alkylthio group which is substituted by one or more R ^a and / or a C1-C6 alkylsulfoxy group which is substituted by one or more R ^a , and / or a C1-C6 alkylsulfonyl group which is substituted by one or more R ^a , and / or a C1-C6 alkylamino group which is substituted by one or more R ^a (where the C1-C6 alkylamino group contains 2 substituents independently selected from the group consisting of a hydrogen atom, a C1-C4 alkyl group and a C2 acyl group), and / or a phenyl group which is substituted by one or more R ^b , and / or a heterocyclic group which is substituted by one or more R ^b , where the heterocycle The chemical group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom; A C2-C6 alkenyl group wherein a C2-C6 alkenyl group is substituted with one or more R ^a ; A C2-C6 alkynyl group wherein a C2-C6 alkenyl group is substituted with one or more R ^a ; A C3-C6 cycloalkyl group wherein a C3-C6 cycloalkyl group is substituted with one or more R ^a , and / or a C1-C6 alkyl group that is substituted with one or more R ^a and / or a C1-C3 alkyloxy group that is substituted with one or a large number of R ^a, and / or C1-C3 alkylthio group which is substituted by one or more R ^a, and / or C1-C3 alkilsulfoksigruppu which is substituted by one or more R ^a, and / or C1-C3 alkylsulfonyl group which is substituted one or more R ^a ; a phenyl group which is substituted with one or more R ^b ; or a heterocyclic group that is substituted with one or more R ^b , where the heterocyclic group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom; R ⁴ means R ^a ; A C1-C6 alkyl group wherein a C1-C6 alkyl group is substituted with one or more R ^a , and / or a C1-C3 alkyloxy group which is substituted with one or more R ^a ; A C1-C6 alkyloxy group wherein a C1-C6 alkyloxy group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group which is substituted with one or more R ^a ; amino group, where the amino group contains 2 substituents independently selected from the group consisting of a hydrogen atom, a C1-C4 alkyl group and a C2 acyl group, where A C1-C4 alkyl group is substituted with one or more R ^a and / or a C1-C3 alkyloxy group which is substituted by one or more R ^a and / or a C1-C3 alkylthio group which is substituted with one or more R ^a and / or A C1-C3 alkylsulfoxy group which is substituted with one or more R ^a and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a , and A C2 acyl group is substituted with one or more R ^a ; R ⁵ means a C1-C2 alkylene group, alkenylene group or alkynylene group; X is O, S (O) _0-2 , N (R ^c ), N (R ^c ) -C (= O), N ⁺ R ^c ₂ , OC (= O), or OC (= O) O; each R ^{a is} independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a nitro group, and an SCN group; each R ^{b is} independently selected from the group consisting of Ra; a pentafluorosulfanyl group; A C1-C6 alkyl group and a C1-C6 alkyloxy group, where A C1-C6 alkyl group and a C1-C6 alkyloxy group are substituted with one or more R ^a , and / or a C1-C3 alkyloxy group which is substituted with one or more R ^a ; each R ^{c is} independently selected from the group consisting of R ^a , a C1-C4 alkyl group, a C3-C6 cycloalkyl group, and a C2 acyl group, where A C1-C4 alkyl group and a C3-C6 cycloalkyl group are substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or more R ^a and / or a C1-C3 alkylthio group that is substituted with one or more R ^a and / or a C1-C3 alkylsulfoxy group which is substituted with one or more R ^a and / or a C1-C3 alkylsulfonyl group which is substituted with one or more R ^a and a C2 acyl group is substituted with one or more R ^a . 3. The compound or its salt according to claim 1, where R ¹ means a hydrogen atom or a methyl group substituting at position 8; R ² means a phenyl group which is substituted with 1 to 3 R ^b ; R ³ means R ^a ; C1-C6 alkyl group, where A C1-C6 alkyl group is substituted with one or more R ^a and / or a C3-C6 cycloalkyl group that is substituted with one or more R ^a and / or a C1-C4 alkyloxy group that is substituted with one or more R ^a and / or a C3-C6 cycloalkyloxy group which is substituted with one or more R ^a and / or a C1-C6 alkylthio group which is substituted with one or more R ^a and / or a C1-C6 alkylamino group which is substituted with one or more R ^a , where The C1-C6 alkylamino group contains 2 substituents independently selected from the group consisting of a hydrogen atom, a C1-C4 alkyl group and a C2 acyl group, and / or a phenyl group which is substituted by one or more R ^a and / or a heterocyclic group which is substituted one or more R ^a , where the heterocyclic group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom; A C2-C6 alkenyl group wherein a C2-C6 alkenyl group is substituted with one or more R ^a ; A C3-C6 cycloalkyl group, where a C3-C6 cycloalkyl group is substituted with one or more R ^a , and / or a C1-C3 alkyl group that is substituted with one or more R ^a , and / or a C1-C3 alkyloxy group that is substituted with one or a large number of R ^a, and / or C1-C3 alkylthio group which is substituted by one or more R ^a, and / or C1-C3 alkilsulfoksigruppu which is substituted by one or more R ^a, and / or C1-C3 alkylsulfonyl group which is substituted one or more R ^a ; a phenyl group which is substituted with one or more R ^b ; or a heterocyclic group that is substituted with one or more R ^b , where the heterocyclic group has a ring of 2-5 carbon atoms and 1-2 heteroatoms, and the heteroatoms are independently selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom; R ⁴ means a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a methyl group, an ethyl group, a methyloxy group, an ethyloxy group, an amino group, an N-methylamino group, an N, N-dimethylamino group, a trifluoromethyl group or a nitro group; R ⁵ means a C1-C2 alkylene group; X is O, S (O) _0-2 , NR ^c , N (R ^c ) -C (= O), N ⁺ R ^c ₂ , OC (= O), or OC (= O) O; each R ^{a is} independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a nitro group, an SCN group, and a hydroxy group; each R ^{b is} independently selected from the group consisting of a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a cyclopropyl group, a monofluoromethyl group, a difluoromethyl group, a trifluoromethyl group, methyloxy group, ethyloxy group, n-propyloxy group, isopropyloxy group, trifluoromethyloxy group, 2,2,2-trifluoroethyloxy group, methylthio group, methylsulfoxy group and methylsulfonyl group; and R ^{c is} independently selected from the group consisting of hydrogen atom, methyl group, ethyl group, n-propyl group, isopropyl group, cyclopropyl group, monofluoromethyl group, difluoromethyl group, trifluoromethyl group, methyloxy group, ethyloxy group, n-propyloxy group, isopropyloxy group, n-propyloxy group, isopropyloxy group, n-propyloxy group -butyloxy group, isobutyloxy group, sim-butyloxy group, trifluoromethyloxy group, 2,2,2-trifluoroethyloxy group, methylthio group, methylsulfoxy group, methylsulfonyl group, phenyl group which is substituted by one or more R ^a , and a pyridyl group which is substituted by one or more R ^a ... 4. A compound selected from the group consisting of the following compounds and their salts: internal salt 1- (3 - (((2-methoxy-2-propanyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, ie, compound A-5 in table 13; internal salt of 1- (3 - ((1-ethoxyethoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. the compound A-7 in Table 13; internal 1- (3 - ((cyanomethoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium salt, i.e., compound A- 8 in table 13; internal salt of 1- (3 - (((methylthio) methoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. Compound A-9 in Table 13; internal salt of 3- (3,5-dichlorophenyl) -1- (3 - ((1-ethoxyethoxy) imino) propyl) -4-oxo-4H-pyrido [1,2-a] pyrimidinium, i.e. compound A -18 in table 13; internal 4-oxo-1- (3 - ((1-phenylethoxy) imino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium compound, i.e. the compound B-7 in Table 14; internal 4-oxo-1- (3 (phenoxyimino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium salt, i.e. Compound C-1 in Table 15 ; internal 1- (3 - ((2-fluorophenoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium compound, i.e. C-2 in Table 15; internal 4-oxo-1- (3 - ((2-methylphenoxy) imino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium compound, i.e. the compound C-4 in Table 15; internal salt of 4-oxo-1- (3 - ((3- (trifluoromethyl) phenoxy) imino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, m. e. Compound C-6 in Table 15; internal salt of 1- (3 - ((3-chlorophenoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. the compound C-8 in Table 15; internal 1- (3 - ((4-chlorophenoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium salt, i.e. C-10 in Table 15; internal 4-oxo-1- (3 - ((pivaloyloxy) imino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium compound, i.e. compound D- 1 in table 16; inner salt of 1- (3 - (((methoxycarbonyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. Compound D-3 in Table 16; internal salt of 1- (3 - (((cyclopropanecarbonyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. Compound D-4 in Table 16; internal salt of 1- (3 - (((3,5-dimethylbenzoyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, ie Compound D-5 in Table 16; internal salt 1- (3 - ((((3R, 5R, 7R) -adamantane-1-carbonyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [ 1,2-a] pyrimidinium, ie, compound D-7 in Table 16; internal salt 1- (3 - ((((Z) -3-chlorallyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, ie, compound E-6 in table 17; internal salt 1- (3 - (((3-methyl-2-butenyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, ie, compound E-7 in table 17; internal salt 3- (3,5-dichlorophenyl) -1- (3 - (((3-methyl-2-butenyl) oxy) imino) propyl) -4-oxo-4H-pyrido [1,2-a] - pyrimidinium, ie, compound E-11 in table 17; internal salt 1- (3 - ((((Z) -3-chlorallyl) oxy) imino) propyl) -3- (3,5-dichlorophenyl) -4-oxo-4H-pyrido [1,2-a] - pyrimidinium, ie, compound E-14 in table 17; inner 1- (3 - ((((Z) -3-chlorallyl) oxy) imino) propyl) -4-oxo-3-phenyl-4H-pyrido [1,2-a] pyrimidinium compound, i.e. E-27 in Table 17; internal salt of 1- (3- (hydroxyimino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. compound F-1 in the table 18; 3- (3,5-dichlorophenyl) -1- (3- (hydroxyimino) propyl) -4-oxo-4H-pyrido [1,2-a] pyrimidinium internal salt, i.e. compound F-5 in Table 18 ; inner salt, 1- (3- (hydroxyimino) propyl) -4-oxo-3-phenyl-4H-pyrido [1,2-a] pyrimidinium, ie, compound F-15 in Table 18; 1- (3- (hydroxyimino) propyl) -4-oxo-3- (3-methylphenyl) -4H-pyrido [1,2-a] pyrimidinium inner salt, ie Compound F-16 in Table 18; internal salt of 4-oxo-1- (3 - (((2-tetrahydrofuranyl) oxy) imino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, m. e. Compound G-2 in Table 19; internal salt of 4-oxo-1- (3 - (((2-tetrahydrofuranyl) oxy) imino) propyl) -3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, m. e. Compound G-3 in Table 19; 4-oxo-3-phenyl-1- (3 - (((tetrahydrofuranyl) oxy) imino) propyl) -4H-pyrido [1,2-a] pyrimidinium inner salt, i.e. Compound G-4 in Table 19 ; internal 4-oxo-1- (3 - (((tetrahydrofuranyl) oxy) imino) propyl) -3- (m-toluyl) -4H-pyrido [1,2-a] pyrimidinium compound, i.e., compound G- 6 in table 19; internal salt of 3- (3-methoxyphenyl) -4-oxo-1- (3 - (((2-tetrahydrofuranyl) oxy) imino) propyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. the compound G-7 in Table 19; internal salt 1- (3 - (((6-chloro-3-pyridinyl) methoxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, ie, compound J-2 in table 22; and internal salt 1- (3 - (((6-chloro-3-pyridinyl) oxy) imino) propyl) -4-oxo-3- (3- (trifluoromethyl) phenyl) -4H-pyrido [1,2-a] pyrimidinium, i.e. compound K-2 in Table 23. 5. An insecticidal composition comprising a compound or a salt thereof according to any one of claims. 1-4 and at least one component selected from the group consisting of a surfactant, a solid diluent and a liquid diluent. 6. An insecticidal composition according to claim 5, further comprising at least one biologically active compound or chemical agent. 7. The composition according to claim 6, wherein at least one biologically active compound or chemical agent is selected from the group consisting of: alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxyme, butoxycarboxyme, carbaryl, carbofuran, carbosulfan, etiophenecarb, phenobucarb, formethanate, furatiocarb, isoprocarb, methiocarb, methicaromyl, oxamil, thiracbioxyl, thiocarb, tricarbamyl, oxamil, thiracbioxyl, thiocarb metolcarb, phenothiocarb, fenoxycarb, acephate, azametiphos, azinphos-ethyl, azinphos-methyl, ethylthiometone, chloroethoxyphos, cadusafos, chloroethoxyphos, chlorphenvinphos, chlormefos, chlorpyrifos, chlorpyrifos-methyl, diorviphos, dymphos-methyl dikrotophos, dimethoate, dimethylvinphos, EPN, ethion, etoprofos, fampur, fenamiphos, fenitrothion, fenthion, fostizate, heptenophos, imiciafos, isophenphos, isopropyl-O- (methoxyaminothiophosphoryl) salicylate, isoxocaridosathion, malathionophosphate , ice, omethoat, ethyl oxydemetone, parathion, parathion-methyl, PAP, forate, fosalon, fosmet, fosfamidone, foxim, pirimifos-methyl, profenofos-propetamphos, protiophos, pyraclofos, feast idafenthion, quinalphos, sulfotep, tebupyrimphos, temefos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion, chlorpyrifos-ethyl, disulfoton, sulprophos, flupirazophos, phentoate, gamophos-endosulfan-H chlordane, dieldrin, methoxychlor, acetoprol, fipronil, ethiprol, pyrafluprol, pyriprol, flufiprol, broflanilide, afoxolaner, fluralaner, sarolaner, fluxamethamide, acrinatrine, allethrin, d-cis-trans allethrinifrin, d-cis-trans allethrinentrin, d-cis-trans-alletrinentrin bioallerrin S-cyclopentenyl, bioresmethrin, cycloprotrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zetaenotrin-epermethrin, delampaneraphin , etofenprox, fenpropatrin, fenvalerate, flucitrinate, flumethrin, tau-fluvalinate, galfenprox, imiprotrin, cadetrin, permethrin, fenotrin, pralletrin, pyrethrin, resmethrin, silafluofen, tefluthrin, kappa-tefluthrin trine, tetramethrin, tralomethrin, transfluthrin, metoxadiazone, metoflutrin, proflutrin, feverfew, terallethrin, momfluorotrin, geptaflutrin, meperflutrin, tetrametilflutrin, dimeflutrin, hlorpralletrin, epsilon metoflutrin, epsilon momfluorotrin, protrifenbut, acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam, sulphoxaflor, flupiradifuron, triflumezopyrim, dichlormesothiaz, flupirimine, spinosad, spinetoram, abamectin, ivermectin, emamectin benzoate, milbemectin, lepimectin, hydroprenol, kinetrimethazone, diophenectin , fenbutatin oxide, propargite, tetradifon, chlorfenapyr, tralopiril, DNOC, bensultap, cartap, thiocyclam, tiosultap, tiosultap sodium, bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, bistrifluron, buprofezin , cyromazine, chromafenoside, halofenoside, methox ifenozid, tebufenozide, amitraz, hydramethylnon, acequinocyl, fluakripirim, piriminostrobin, flufenoksistrobin, fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, tolfenpyrad, piflubumid, spirodiclofen, spirotetramat, spiromesifen, spirodion, tsiflumetofen, tsienopirafen, flubendiamide, chlorantraniliprole, tsiantraniliprol, tsiklaniliprol, tetraniliprol, tsigalodiamid, chinomethionat, hexythiazox, bifenazate, flufenerim, pirifluhinazon, flometokvin, fluopiram, fluazaindolizin, amidoflumet, nicotine, chloropicrin sulfuryl fluoride, Chlorothene, clofentezine, diflovidazin, rotenone, indoxacarb, piperonyl butoxide, chlordimeform, pyridalyl, azadirachtin, benzoximate, afidopiropen, fluhexaphone, thioxazafen, fluenesulfone, benclothiaz, carzol, insecticidal soap, dimegipo, nithiazine, borate, metaldehyde, ryanodine, sulfluramide, acinonapir, benzpyrimoxan, ticlopyrazoflor, metalaxyladixyrazylaxyl, oxylaxyl M, oxyladixalaxyl of furalaxil, ciprofuram, bupirimat, dimetiri mol, ethirimol, gimexazole, hydroxyisoxazole, oxathiopiproline, octilinone, oxolinic acid, benomyl, thiophanate-methyl, carbendazim, fuberidazole, thiabendazole, debacarb, dietofencarb, zoxamide, ethaboxam, pencyolicuronid, fluopichephenyl , fenfuram, oxycarboxin, carboxin, thifluzamide, fluksapiroksad, furametpyr, penflufen, penthiopyrad, benzovindiflupir, biksafen, izopirazam, sedaksan, inpirfluksam, fluindapir, izoflutsipram, boscalid, azoxystrobin, kumetoksistrobin, kresoxim-methyl, trifloxystrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, metominostrobin , orisastrobin, fluoxastrobin, pyroxystrobin, pirametostrobin, flufenoxystrobin, phenaminstrobin, enoxastrobin, coumoxystrobin, mandestrobin, triclopiricarb, famoxadone, fenamidone, triclopiricarb, piribenocarb, acetazulaprilamide, chlopirimidin fentin hydroxide, triphenyltin hydroxide, triphenyltin acetate, oxyn-copper, siltiopham, amethoctradine, mepanipirim, nitrapirine, pyrimethanil, cyprodinil, blasticidin S, kasugamycin, kasugamycin hydrochloride hydrate, streptomycin, oxytetracycline, quinoxifen, phenudi-phonidonazil, fludiquinazil iprobenfos, pyrazophos, isoprothiolane, propamocarb hydrochloride, propamocarb, tea tree extract, triforine, pyrifenox, pirizoksazol, fenarimol, nuarimol, azaconazole, bromuconazole, diniconazole, diniconazole-M, epoxiconazole, fluquinconazole, oxpoconazole, perfurazoat, difenoconazole, fenbuconazole, imibenconazole, ipconazole , metconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, imazalil, bitteranol, triflumisole, etaconazole, propiconazole, penconazole, flusilazole, flutriafol, miclobutanil, paclobutazole, simonoconazole, dichoconazole, dichoconazol dodemorph, tridemorph, fenpropimorph, dimethomorph, flu morph, pyrimorph, piperalin, fenpropidine, spiroxamine, fenhexamide, fenpyrazamine, ferbam, metam, metasulfocarb, metiram, tiram, manzeb, maneb, zineb, ziram, polycarbamate, propineb, thiuram, pyribuicarbamide, valicidamide, bicarbamide isopropyl, valiphenalate, iprovalicarb, mandipropamide, fenpicoxamide, phthalide, pyrochilone, tricyclazole, carpropamide, diclocymet, fenoxanyl, acibenzolar-S-methyl, probenazole, dichlobothiazox, thiadinil, flaxylamothianiloxyd, teczylobothyloidamide, tsiadinil, isoxydylamidanil metrafenone, pyriophenone, flutanil, tebufloquin, fosetylaluminium, tolclofos-methyl, echlomezole, tolprocarb, ipfentrifluconazole, mefentrifluconazole, quinofumelin, pidiflumethophene, bordeaux sulphate, copper acetate, copper hydroxyloxy, copper hydroxyl chloride, copper hydroxyl chloride, copper hydroxylate sulfur, captan, captafol, folpet, anilazine, chlorothalonil, dichlorophene, pentachlorophenol and its salts, hexachlorobenzene, quintocene, iminoctadine acetate , iminoctadine albesylate, guanidine, dodine, dodine free base, guazatin, guazatin acetate, albesylate, dithianone, quinomethionate, fluorimide, tolylfluanide, dichlofluanide, dinobutone, dazomet, diplumethytrox, pyrazifanetzylamide -calcium, bronopol, diphenylamine, flumetover, bentoxazine, biphenyl, chloroneb, CNA, iodocarb, prothiocarb, aminopyrifene, 3-chloro-5-phenyl-6-methyl-4- (2,6-difluorophenyl) pyridazine, Bacillus strains and insecticides proteins and bacterial proteins produced by Bacillus strains and insecticidal proteins, bacterial proteins, entomopathogenic bacteria, entomopathogenic viruses and entomopathogenic fungi produced by agricultural crops Bt. 8. Composition for protection or birds from harmful parasitic invertebrates, comprising a compound or a salt thereof according to any one of claims. 1-4 in an effective amount for controlling harmful parasitic invertebrates parasitizing animals or birds, and at least one carrier. 9. A method of combating harmful invertebrates, including the introduction of harmful invertebrates into interaction with a compound or a salt thereof according to any one of claims. 1-4 in a biologically effective amount. 10. A method of obtaining agricultural crops in which harmful invertebrates are destroyed, including the implementation of the method according to claim 9. 11. A method of processing crops, including the introduction of seeds or placenta of crops in interaction with a compound or its salt according to any one of paragraphs. 1-4. 12. A method for obtaining treated crops, comprising implementing the method according to claim 11. 13. Treated seeds, including the compound or its salt according to any one of paragraphs. 1-4 in an amount equal to about 0.0001 to 1% by weight, based on seeds.